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HRID 55552作成日:2026年10月24日

Triethylamine → N-(9-((2R,4S,5R)-5-((Tert-butyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-YL)-9H-purin-6-YL)benzamide

https://huagongshe.com/ja/reaction/55552

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物tert-Butyldimethylsilyl chlorideHCID 28928—
反応物N-benzoyl-2'-deoxyadenosineHCID 107558—
反応物5'-O-tertbutyldimethylsilylthymidineHCID 57349786—
溶媒DimethylformamideHCID 6228—
溶媒Dichloromethane ethanolHCID 21584144—
生成物N-(9-((2R,4S,5R)-5-((Tert-butyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-YL)-9H-purin-6-YL)benzamideHCID 1383380476%

反応手順

N6 -Benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxyadenosine (Compound 5, Table I) was prepared by a procedure similar to that used to prepare the 5'-O-tertbutyldimethylsilylthymidine, as described in Example 1, except that N6 -benzoyl-2'-deoxyadenosine (10 g, 26.9 mmole), 4-N,N-dimethylaminopyridine (0.86 g, 7.0 mmole), triethylamine (3.6 g, 4.96 ml, 35.4 mmole) and tert-butyldimethylchlorosilane (5.33 g, 35.4 mmole) were dissolved in 100 ml dry N,N-dimethylformamide. The reaction was allowed to stir for 2 hours before being worked up as described in Example 1. Chromatography was performed using dichloromethane/ethanol (20/1) as eluent to yield 9.6 g N6 -benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxyadenosine as a white foam (73% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05625050
出典データセットuspto-grants-1997_04
ORD IDord-9958ce6b270e40cb8daea0d110d8994c
出典メモuspto-grants-1997_04